2,5-Furandicarboxylic acid

Description

2,5-Furandicarboxylic acid (FDCA) is an organic chemical compound consisting of two carboxylic acid groups attached to a central furan ring. It was first reported as dehydromucic acid by Rudolph Fittig and Heinzelmann in 1876, who produced it via the action of concentrated hydrobromic acid upon mucic acid. It can be produced from certain carbohydrates and as such is a renewable resource, it was identified by the US Department of Energy as one of 12 priority chemicals for establishing the “green” chemistry industry of the future.Furan-2,5-dicarboxylic acid (FDCA) has been suggested as an important renewable building block because it can substitute for terephthalic acid (PTA) in the production of polyesters and other current polymers containing an aromatic moiety.
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Description

In 1876, German chemist Wilhelm Rudolf Fittig synthesized 2,5-furandicarboxylic acid (then called dehydromucic acid) from acyclic, sugar-derived galactaric (mucic) acid. 2,5-Furandicarboxylic acid, or FDCA, did not draw much interest until the past several years, when it was recognized as a potential sustainable monomer for polyester manufacturing.
Chemical/biochemical companies DuPont, Corbion, and Synvina (a BASF–Avantium joint venture) have developed?efficient syntheses of FDCA?from?5-(hydroxymethyl)furfural?and 5-(methoxymethyl)furfural, both of which can be made from natural fructose. Along with biobased ethylene glycol, this biobased FDCA can be used to make sustainable poly(ethylene furanoate) (PEF), a polyester that has properties similar to those of the widely used poly(ethylene terephthalate) (PET).
PEF actually provides better gas barrier than PET, making it an excellent candidate for making plastic bottles for carbonated beverages. But PEF’s differences from PET mean that soda bottles and other plastic packaging materials would have to be redesigned. That, in addition to scaling up the manufacture of FDCA, dictates that large-scale replacement of PET with PEF is a long way off.
As a start, Synvina is building a 50,000 t/year FDCA plant in Antwerp, Belgium; and DuPont is nearing the completion of a 60 t/year pilot plant at Decatur, IL, to make 2,5-furandicarboxylic monomethyl ester, an FDCA derivative that can also be used to make PEF.

The Uses of 2,5-Furandicarboxylic acid

Interest in renewable based polymers has led to 2,5-furandicarboxylic acid being proposed as a green, sustainable alternative to the widely used petroleum-based terephthalic acid in the synthesis of polyesters. 2,5-Furandicarboxylic acid is produced from oxidation of 5-hydroxymethylfurfural (HMF) which is obtained from the dehydration of bio-based sugars such as fructose.

What are the applications of Application

2,5-Furandicarboxylic Acid is a mutagenesis research chemicals